Mineral oil composition



Patented 2 8-, 145 I v V UNITED. STATES" PATENT orncu Horace E. Redman,Wenonah, and Everett W. Fuller, Woodbury, N. J., assignors to Socony-Vacuum Oil Company, Incorporated,a corpo ration oi New York No Drawing.Application May 29, 1943, I Serial No. 489,098

16 Claims. (Cl. 252-481 This invention has to do with the Stabilizationperatures above about-- 105 C., with the formaof petroleum productsagainst the deleterious tion of undesirable-insoluble products in sameefiects of oxidation and deterioration with use. cases,

More specifically, it hasto do with the improve- Although the exactchemical structure of the ent or stabilization of mineral oil fractions,parreaction products obtained in the aforesaid re; ticularly viscousmineral oils, by the use of novel action of sad l retone and P255 isurtilknowrghzt reaction products, or a novel class of reaction thistime, our investigations have s own products, which when admixed with amineral such reaction products are acldic in nature; it oil fraction inminor proportions will prevent or indicated dbtllr1 ty g gg gl ig gl aiddela undesirable changes taking place .in the 10 (N. N. an en a 11 oil.y contain appreciable amounts of both phosphorus It is well known tothose familiar with the art and sulfur. These reaction products arebethat substantially all Of "the various fractions .lievedto be newinasmuch as previous discloobtained from mineral oils and refined fortheir sures have shown that compounds containing1 numerous uses aresusceptible to oxidation. 15 sulfur, not phosphorus d Sulfur, a k

This susceptibility of an oil fraction to oxidation in the reaction ofP25 with certain etornigs. and the manner in which oxidation manifestsMore specifically, Spring, in the Bull. C itself-wi-tl'lin the oilvaries with the type and de- (France) 2, 40, 67 has disclosed that adimer gree of refinement to which the oil has been subthioketone,CeH12S2, was obtained by reacggg jected and withthe conditions underwhich the acetone W h a G e m the oil is used or tested. In other words,the dele- 28, 2877, has ,disclosed that thiobenzophenone teriousproducts formed in an oil fraction as a was obtained by reactmgbenzophenone m ben- 130 result of oxidation and the degree to which theyzene solution with P255 for several hours at are formed depends upon theextent to which C. in a. bomb. Also Kretov and Komissarovsizra thevarious unstable constituents, which may Gen. Chem. (U. S. S. R.) 5, 388(CA S act as oxidation catalysts, have been removed. have reportedthat'm of powdered PR 5 by refining operations, and also-upon the'conand various ketones such as acetone, methyl ditions of use. ethylketone, diethyl ketone, etc. when heated A large number of compounds andcomposi- .for 8 hours on a water bath gave small yields of tions havebeen proposed for use'as improving or the Co sp th et and their P Y-stabilizing agents for petroleum products. For more. It would appear,then, that the reaction example, various compounds or reactionprodproducts from which the metal salts of this inllcts in n metalloidsor metals, or comvention are prepared, are .novel, and, consebinationsof one or more of such elements, have quently, that said metal salts arenovel.

been credited with improving petroleum products The saturated aliphaticketones which are rein certain respects;

This invention relates to metal salts of phosphorusand sulfur-containingreaction products possessed Of the capacity to efl'ect a high degreeR-o-B' of improvement of mineral oil fractions More 40 particularly, thepresent invention is predicated upon the discovery of a new and novelclass of ofi-fsoluble metal salts oi acidic, phosphorusand and may bethe same or different groups. Illuss ur-contaming reaction productsobtained by native of th class o ketones e di-isobutyl reaction of onemolof phosphorus pentasulflde ketone n 'propyl methyl ketone isobut t ayl methyl gsgnz grggg elgolts of 1a S'BiElSIIatGd aliketone, n-amylmethylketone, di-octyl ketone, I o sue sa are those di-dodecyl ketone,di-octadec l keton in which said acidic reaction products wer pre- 1 ye, methyl octadecyl ketone, etc. Those ketones which are pared by usinga temperature above about particularly preferred herein are the ketonesC., and particularly preferred are those pre- 0 with all hatic rou ufllcng pared by using a tem erature from about 90 C. d p g ps that e sienfly v to impart oil solubility to the final reaction prod-' to aboutC. This preference is influenced not such i a as am 1 largely .by thefa'ct that the aforesaid reaction y methyl ketone d1 fsobutyll'-ketone,isobutyl meth lketone n r of said ketone and P255 is very slowat temperaketone. y a d p opyl methyl,

1 ;about 90 C. and; is rapid at-tem- 55 The metal salts of thisinvention are formed I V reaction products are represented by thegeneral formula:

wherein R. and R1 are saturated aliphatic groups,

: acted with Pass to provide the aicresald some 1 formula:

making the oil addition agents contemplated herein and have referred tocertain specific metal salts and reaction products and specific mineraloils, the invention is not limited to these specific features of thedescription but includes variations of the procedures which will beapparent to those skilled in the art and other typical metal salts andreaction products and petroleum products coming within the scope of theappended claims.

We claim:

1. An improved mineral oil composition comprising a .viscous mineral oiland in admixture therewith a minorproportion, sumcient to stabilize saidoil against'oxidation, or a'salt of an acidic, phosphorusandsulfur-containing reaction product obtained by reaction, at atemperature above about 90 C., of substantially one mol of P285 and fourmols of a saturated aliphatic ketone having the general formula:.

a -c-a' wherein Rand R are saturated aliphatic groups, said salt beingselected-from the group consisting of metal, ammonium and organic aminesalts.

2. An improved mineral oil composition com; prising a viscous mineraloil and in admixture therewith a minor proportion, suflicient tostabilize said oil against oxidation, of a salt of an acidic,phosphorusand sulfur-containing reaction product obtained by reaction ata temperature between about 90 C. and about 105 C. of substantially onemol of P285 and four mols of a saturated aliphatic ketone having thegeneral wherein R and R are saturated aliphatic groups, said salt beingselected from thegroup consista saturated aliphatic ing of metal,ammonium, and organic amine' salts.

3. An improved mineral oil composition comprising a viscous mineral oiland in admixture therewith a minor proportion, sufilcient to stabilizesaid oil against oxidation, of a metal salt of an acidic, phosphorusandsulfur-containing reaction product obtained by reaction, at atemperature above about 90 C., of substantially one mol of P285 and fourmols of v a saturated aliphatic ketone having the general formula:

wherein R and R are saturated aliphatic groups.

4. An improved mineral oilcomposition comprising a viscous mineral oiland in admixture therewith aminor proportion, from about 0.10

percent to about 2 per cent, of a metal salt of'an acidic, phosphorus--and sulfur-containing reac-' 'tiori product obtained by reaction, at atemperature above about 90 0., of substantially one mol of P285 and fourmolsof a saturated aliphatic ketone having the general formula:

wherein R and R arplaturated aliphatic groups.

5. An improved mineral oil composition comprising a viscous mineral oiland in admixture therewith a minor proportion, sufllcient to stablizesaid oil against oxidation, of a metal salt of an acidic, phosphorusandsulfur-containing reaction product obtained by reaction, at atemperature above about 90 C., of substantially one mole of P286 andtour mols of a saturated aliphatic ketone having the general formula:

wherein R and R are the same saturated aliphatic groups.

6. An improved mineral oil composition comprising a viscous mineraloil'and in admixture therewith a minor proportion, suiilcient tostabilize said oil against oxidation, of a metal salt of an acidic,phosphorusand sulfur-containing reaction product obtained by reaction,at a temperature above about 90 C., of substantially one mol of P286 andfour mols of a saturated aliphatic ketone having the general formula:

wherein R and R are different saturated aliwherein R and R are saturatedaliphatic groups.

8. an improved mineral oil composition comprising a viscous mineral oiland in admixture therewith oi. a minor proportion, suiilcient tostabilize said oil againstoxidation, of a metal salt of an acidic,phosphorusand sulfur-containing reaction product obtained by reaction,at a temperature above about 90 0., of substantially one mol 01' P285and four mols of ,a saturated aliphatic 'ketone in the presence of asubstantially inert diluent, said ketone having the general formula:

wherein R and Rf are saturated aliphatic groups.

9. An improved mineral oil composition comprising a viscous mineral oiland in admixture therewith a minor proportion, sufiicient to stabilizesaid oil against oxidation, of a metal salt of an acidic, phosphorus-andsulfur-containing re- .action product obtained by reaction, atatemperature above about 90C., of substantially one mol of P285 and fourmols 01 a saturated aliphatic ketone having the general formula:

= wherein R and R. are saturated aliphatic groups,

consisting of barium,

said metal-salt being selected from the group calcium, and zinc salts.10. An'improvedmineral oil composition comprising a viscous mineral oiland inadmixt'ure salt of the acidic, phosphorus therewith a minorproportion,

suflicient to stabilize said'oil against oxidatio of the barium andsulfur-containing reaction product obtained by reaction, at atemperature between about C. and about C., of substantially one mol ofP285 and four mols'oi amyl methyl ketone.

' groups.

11. An improved mineral oil composition com-'- prising a viscous mineraloil and in admixture therewith a minor proportion, sufllcient tostabilize said oil against oxidation, or the barium salt of the acidic,phosphoru'sand sulfur-containing reaction product obtained by reaction,at a temperature between about 90 C. and about 105 C., of substantiallyone mol of P235 and four mols of di isobutyl ketone. I

12. An improved mineral oil composition comprising a'viscous mineral oiland in admixture therewith a minor proportion, sufllcient to stabilizesaid oil against oxidation, of-the barium salt of the acidic,phosphorusandsulfur-containing reaction product obtained by reaction, at

,mineral oil and substituting the phosphorus pen- I tasuliide reactionmixture so obtained with a a salt group, said saturated aliphatic ketonehaving the general formula;

ia-e-n' wherein R and R'aresaturated aliphaticgroups,

said salt is selected from the group consisting of metal, ammonium andorganic amine salts, and

ill

' groups.

substituting the phosphorus pentasuliide reaction mixture so obtainedwith 'a salt group, said saturated aliphatic ketone having the generalformula:

wherein R and R are saturated aliphatic groups,

said salt is selected from the group consisting of metal, ammonium andorganic amine salts, and V saidsaltgroup is selected from the groupconsist ing of metal, ammonium and organic amine 15. A mineral oilconcentrate containing a metal salt of an acidic, phosphorusandsulfurcontaining reaction product, said concentrate being obtained byreacting substantially one mol of phosphorus pentasulfldewitn four molsof a saturated aliphatic ketone, ata temperature above about 90 C., inthe presence of a substantially inert mineral oil and substituting thephos-- phorus pentasulfide reaction mixture so obtained with metal, saidsaturated aliphatic ketone-having the general formula: v I

wherein R and R are saturated aliphatic groups.

said salt group is'selected from the group com I sist'ing oi. metal,ammonium and organic amine 14., A mineral oil concentrate containing asalt of an acidic, phosphorusand sulfur-containing reaction product,said concentrate being obtained byreacting substantially one mol oi'phosphorus pentasulflde with tour mols ot a saturated aliphatic ketone,at a temperature'between about C. and about C., in the presence of asubstantially inert mineral oil and 16. A mineral oil concentratecontaining a metal salt or an'acidic, phosphorusand suliurcontainingreaction product, said concentrate being obtained by reactingsubstantially one mol of phosphorus pentasulflde with four mols of asaturated-aliphatic ketone, at a temperature between about 90 C. andabout 105 C., in the pres-,

ence of a substantially inert mineral oil and substituting thephosphorus pentasuliide reaction mixture so obtained with metal, saidsaturated aliphatic ketone having the general formula:

wherein R and R are saturated aliphatic groups. HORACE E. REDMAN.

1945. R. s. REYNOLDS COMPOSITE ALUMINUM-ALLOY SHEETS AND METHOD OFMAKING SAME Filed NOV. 1, 1941' uvmvroa awn/e05. 7

REY/V0166

